4-(Ethoxycarbonyl)anilinium chloride

Wu, Bai-Cheng; Dai, Xu-Ya; Xiao, Fengping; Jin, Lei

doi:10.1107/s1600536806035203

Cited by 4 publications

(2 citation statements)

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“…Acid-base reactions of organic reactands were already widely researched by ancient chemists (Wu et al, 2006). This study is a part of a systematic investigation of dielectric-ferroelectric materials, including organic ligands, metal-organic coordination compounds and organic-inorganic hybrid materials (Li et al, 2008;Hang et al, 2009).…”

Section: S1 Commentmentioning

confidence: 99%

4-Methoxyanilinium chloride

Zhao

2009

Acta Cryst E

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Section: S1 Commentmentioning

confidence: 99%

4-Methoxyanilinium chloride

Zhao

2009

Acta Cryst E

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“…In the literature, only a few benzocaine salts are reported: benzocaine hydrochloride, 16 benzocaine picrate, 17 benzocaine 3,5-dinitrosalicylate, 18 and benzocaine bis-p-nitrophenylphosphate, 19 even though their pharmacokinetic profile has never been studied. In this work, to investigate the influence of the counterpart on the physicochemical properties of the active compound, two different categories of acids were selected yielding two different groups of salts.…”

Section: ■ Introductionmentioning

confidence: 99%

Salts and Cocrystals of Benzocaine with Increased Dissolution Rate and Permeability Open New Avenues for Enhancing the Duration of Action

Baraldi,

Bassanetti,

Amadei

et al. 2024

Crystal Growth & Design

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Benzocaine, a widely used local anesthetic, has some usage limitations due to its short duration of action, resulting in inconsistent clinical outcomes. In this study, the formation of salts and cocrystals is explored as a strategy to enhance the pharmacokinetic profile of benzocaine, aiming for a higher dissolution rate and permeability in vitro as well as to potentially increase its pharmacological effect and duration of action in vivo. A new cocrystal and nine new salts with two different categories of acids (carboxylic and sulfonic) were prepared and characterized: BH oxalate, BH naphthalenesulfonate, BH camphorsulfonate, BH maleate, BH mesylate, BH tartrate, BH benzenesulfonate, BH p-toluenesulfonate, BH esylate (BH: protonated benzocaine), and benzocaine–ligustrazine (cocrystal). Dissolution rate and permeability were improved for all newly synthesized forms. Indeed, every system was completely dissolved within 1 h, while benzocaine was dissolved at 54%, and it was still present in suspension after 4 h. Furthermore, permeability was increased 2-fold for benzocaine maleate and up to seven times for benzocaine camphorsulfonate, highlighting the potential of salification and cocrystallization to increase the in vivo performances of benzocaine.

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Synthesis, structure and dielectric constant property of two novel complexes based on protonated 1-aminoadamantane

Zhao

2010

Inorganic Chemistry Communications

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4-(Ethoxycarbonyl)anilinium chloride

Abstract: Key indicatorsSingle-crystal X-ray study T = 292 K Mean (C-C) = 0.005 Å R factor = 0.061 wR factor = 0.146 Data-to-parameter ratio = 14.8For details of how these key indicators were automatically derived from the article, see

Cited by 4 publications

References 2 publications

4-Methoxyanilinium chloride

4-Methoxyanilinium chloride

Salts and Cocrystals of Benzocaine with Increased Dissolution Rate and Permeability Open New Avenues for Enhancing the Duration of Action

Synthesis, structure and dielectric constant property of two novel complexes based on protonated 1-aminoadamantane

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